𝔖 Bobbio Scriptorium
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The expeditious preparation and reactivity of some protected forms of gluconolactones

✍ Scribed by Wen-Bin Yang; Cheng-Hsin Tsai; Chun-Hung Lin


Book ID
104210080
Publisher
Elsevier Science
Year
2000
Tongue
French
Weight
130 KB
Volume
41
Category
Article
ISSN
0040-4039

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✦ Synopsis


2,3-Bis-O-(tert-butyldimethylsilyl)-5,6-O-isopropylidene-D-glucono-1,4-lactone has been easily prepared from commercially available starting material and its activity investigated. Based on the lactone functionality, this compound can proceed via nucleophilic addition, reduction, and hydrolysis to generate various highly functionalized molecules.


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Various mixed diorganozinc reagents were prepared by the irradiation of diethylzinc and functionalized alkyl iodides. These species were shown to react with dihalomethane to form zinc carbenoids in a highly regioselective manner. In some cases, the latter reagents proved to be effective cyclopropana